Waukegan Holidays & Package Deals

Plan, book, travel with confidence
Better together
Save up to NZ$2,400 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

Waukegan Holiday

Our pick of the best Waukegan Hotel Deals

Sonesta ES Suites Chicago Waukegan Gurnee

1440 S White Oak Dr Waukegan IL

Fully refundableReserve now, pay when you stay

NZ$220

27 Sept - 28 Sept

includes taxes & fees

8.8/10 Excellent! (1,695 reviews)

"Staff was very helpful and the hotel was very accommodating!"

Reviewed on 7 Sept 2026

Red Roof Inn Gurnee - Waukegan

3031 Belvidere Rd Waukegan IL

Fully refundableReserve now, pay when you stay

NZ$142

27 Sept - 28 Sept

includes taxes & fees

Courtyard Chicago Waukegan Gurnee

3800 Northpoint Blvd Waukegan IL

Fully refundableReserve now, pay when you stay

NZ$266

20 Sept - 21 Sept

includes taxes & fees

See all 771 properties in Waukegan

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Waukegan attractions

A waterfront with a dock, buildings, and a large tree reflecting in calm water.

Waukegan Harbor

8.2/10 (152 reviews)

Waukegan Harbour offers over 1,000 slips for vessels along Lake Michigan's scenic shoreline. Boaters can enjoy the full-service marina with dining options and access to the adjacent beach and arts district.

See properties

A sandy beach with a curved pier extending into the sea, surrounded by calm waters and a clear sky.

North Beach

8.2/10 (61 reviews)

North Beach offers a mile of pristine Lake Michigan shoreline with rare natural sand dunes. Enjoy summer concerts at Stiner Pavilion or take a short walk to city centre Waukegan's vibrant arts district.

See properties

Genesee Theater

7.8/10 (145 reviews)

This 1927 film palace captivates with its restored grandeur and stunning Baccarat crystal chandelier. Experience world-class performances in a venue where historic elegance meets perfect acoustics.

See properties

The Temporary by American Place

8.0/10 (7 reviews)

Why not roll the dice with a visit to The Temporary by American Place during your time in Waukegan? Stroll along the lakeside or visit the shops in this family-friendly area.

See properties

Waukegan SportsPark

7.2/10 (88 reviews)

This premier sports complex features football fields and lighted softball fields for regional tournaments. Families can enjoy the playground and splash pad while watching competitive matches in this well-equipped venue.

See properties

American Place Casino

10.0/10 (1 review)

Why not try your luck with a visit to American Place Casino during your visit to Waukegan? Stroll along the lakeside or visit the shops in this family-friendly area.

See properties

Waukegan BMX Track

6.6/10 (48 reviews)

This local BMX track offers a structured environment for riders of all skill levels to practice and compete. Visitors can watch exciting races from designated viewing areas during spring through fall.

See properties

Three Brothers Theatre

6.6/10 (23 reviews)

This intimate 61-seat venue showcases diverse theatrical works in city centre Waukegan, connecting artists and audiences. Enjoy dramas, comedies, and original productions in a cosy setting.

See properties

What to do in Waukegan

360 CHICAGO Observation Deck

NZ$45

per adult

86% of travellers recommend

Art Institute of Chicago

NZ$67

per adult

92% of travellers recommend

Flyover in Chicago

NZ$47

per adult

98% of travellers recommend

See all activities in Waukegan

Frequently asked questions

How much does a Waukegan holiday package cost?

You can snap up a holiday package to this top destination on Expedia. However, how much your holiday to Waukegan costs will depend on factors like your hotel choice, length of stay and season.

What are the cheapest months to go to Waukegan?

You can generally find lower prices and better availability in February, March and December. Take a look at our cheap Waukegan holiday packages and you could land some great off-season discounts.

How many days is enough for Waukegan?

With a well-planned itinerary, you can easily visit the top Waukegan sights in a handful of days. But if you prefer to discover lesser-known spots or go on day trips, think about booking your Waukegan holiday for longer.

Is it worth booking a holiday package to Waukegan?

Known for its history, culture and a host of other highlights, you can be assured Waukegan is a good holiday destination. Some of the most popular attractions to put on your to-do list? Don't miss Genesee Theatre and Bonnie Brook Golf Course during your Waukegan holiday.

How to find the best Waukegan package deals?

Landing a cheap Waukegan package deal is easy with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget range, add some filters and browse what's available. You can tailor your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Waukegan package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are generally lower.

Is it cheaper to book a Waukegan holiday as a package?

An Expedia holiday package could land you great savings when compared to arranging flights and accommodation individually. Better still, you can tailor your Waukegan getaway to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.

When to book a holiday package to Waukegan?

If you've got your Waukegan travel dates locked in, book early to snap up some terrific deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are ideal for travelling on a whim.

How to plan a trip to Waukegan?

Choose when to go: Check your diary and get your bags packed. Your favourite season and the type of activities on offer will also help you decide when to holiday in Waukegan.
Work out your budget: Make sure you have enough money to pay for everything from food and transportation to airfares and activities. Your accommodation will probably be the biggest expense during your trip to Waukegan.
Set the duration of your trip: Start by making a list of all the activities and attractions you want to get to in Waukegan. Then, estimate how long you'll need for each, along with any travel time.
Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a personalised Waukegan holiday package.

Explore a world of travel with Expedia

Highland Park Holiday Rentals

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

Waukegan Holidays

Book a Hotel + Flight or Car together to unlock savings

Room 1

Plan, book, travel with confidence

Better together

Find the right fit

Rest easy